(5Z)-3-Benzyl-5-(3-fluorobenzylidene)furan-2(5H)-one

ID: ALA2228172

PubChem CID: 24861942

Max Phase: Preclinical

Molecular Formula: C18H13FO2

Molecular Weight: 280.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O/C(=C\c2cccc(F)c2)C=C1Cc1ccccc1

Standard InChI:  InChI=1S/C18H13FO2/c19-16-8-4-7-14(10-16)11-17-12-15(18(20)21-17)9-13-5-2-1-3-6-13/h1-8,10-12H,9H2/b17-11-

Standard InChI Key:  SXRAJIRGJCKQJB-BOPFTXTBSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   13.3104  -13.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6481  -13.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9885  -13.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2441  -12.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0590  -12.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6471  -14.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7699  -12.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4770  -12.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1843  -12.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8914  -12.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8876  -13.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1807  -13.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4736  -13.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2830  -13.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5745  -13.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8690  -13.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1584  -13.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1532  -12.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8586  -12.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5693  -12.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1782  -14.5650    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  1  0
  2  6  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  5  7  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  3 14  1  0
 12 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228172

   (5Z)-3-benzyl-5-[(3-fluorophenyl)methylidene]furan-2-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.30

Molecular Weight (Monoisotopic): 280.0900

AlogP: 3.89

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: 0.18

References

1. Teixeira RR, Barbosa LC, Forlani G, Piló-Veloso D, Walkimar de Mesquita Carneiro J..  (2008)  Synthesis of photosynthesis-inhibiting nostoclide analogues.,  56  (7): [PMID:18338868] [10.1021/jf072964g]

2. Teixeira RR, Pinheiro PF, Barbosa LC, Carneiro JW, Forlani G..  (2010)  QSAR modeling of photosynthesis-inhibiting nostoclide derivatives.,  66  (2): [PMID:19798697] [10.1002/ps.1855]

Source

Source(1):

• Scientific Literature